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Table 1 Some chemical inhibitors of auxin biosynthesis

From: Protocol: analytical methods for visualizing the indolic precursor network leading to auxin biosynthesis

Inhibitor name Representative structure(s) Target Mode of action Reference
BBo 3-chlorophenylboronic acid, 4-biphenylboronic acid YUCCA Competitive inhibitor [50]
PPBo 4-phenoxyphenyl-boronic acid YUCCA Competitive inhibitor [50]
Ponalrestat 2-(3-(4-Bromo-2-fluorobenzyl)-4-oxo-3,4-dihydrophthalazin-1-yl)acetic acid YUCCA Substrate antagonist [51]
Yucasin 5-(4-chlorophenyl)-4H-1,2,4-triazole-3-thione YUCCA Competitive inhibitor [52]
Yucasin DF (YDF) 5-[2,6-difluorophenyl]-2,4-dihydro-[1,2,4]triazole-3-thione YUCCA Competitive inhibitor [53]
Pyruvamines (PVM) “Type I compounds” PVM1169; L-alpha-(aminooxy)-3-(naphthalen-2-yl)propanoic acid TAA1 Competitive inhibitor [20]
Pyruvamines (PVM) “Type II compounds” (Derivatives of Type I compounds) PVM2153; Benzene propanoic acid, 3,4-dichloro-α-[(1,3-dihydro-1,3-dioxo- 2H-isoindol-2-yl)oxy]-, methyl ester TAA1 Competitive inhibitor [20]
L-Kynurenine (Kyn) (2S)-2-Amino-4-(2-aminophenyl)-4-oxobutanoic acid TAA1 Alternative substrate/ Competitive inhibitor [54]
AVG Aminoethoxyvinyl-glycine TAA1 Slow-binding inhibition [55]
AOPP L-aminooxyphenyl-propionic acid TAA1 Competitive inhibitor [55]
AOA Amino-oxyacetic acid TAA1   [55]
AOIBA 2-amino-oxyisobutyric acid TAA1   [55]
Indoleacrylic acid trans-indole-3-acrylic acid Trp synthase β and α Allosteric inhibitor [56, 57]
(1-Fluorovinyl)glycine α-(1′-fluoro)vinyl glycine Trp synthase β PLP-enzyme mechanism-based inhibitor [58]
Arylsulfide phosphonates [4-[(2-aminophenyl) sulfanyl]butyl] phosphonic acid Trp synthase α Transition state analog [59, 60]
Indoline-5-sulfonamides 1-(2-Fluorobenzoyl)-N-methyl-5-indoline sulfonamide N-Methyl-1-[(5-methyl-2-thienyl)carbonyl]-5-indolinesulfonamide Trp synthase inter- subunit interface Allosteric inhibitor [61]
Sulfolane and indole-5-sulfonamide GSK1, (3R,4R)-4-[4-(2-chlorophenyl)piperazin-1-yl]-1,1-dioxothiolan- 3-ol); GSK2, (1-[2-fluorobenzoyl]-N-methyl-2,-
3-dihydro-1H-indole-5-sulfonamide)
Trp synthase inter- subunit interface Allosteric inhibitor [62]
Aryl sulfonamides [F9]; N-(4’-Trifluoromethoxy benzenesulfonyl)-2-aminoethyl Phosphate Trp synthase β α-Site allosteric ligand [63]
Benzamide N-(4-Carbamoyl benzyl)-5-(3-chloro phenyl)-1,2-oxazole-3-carboxamide Trp synthase α α-Site ligand [64]